The Annex
About The Annex
One of Toronto’s oldest and most prestigious neighbourhoods, the Annex was a highly-coveted area when it was first constructed in the 1870s. It was almost immediately inhabited by members of the city’s elite—which is to say, those who could afford the gorgeous homes here.
To this day, heritage houses constructed of iconic red brick and stone are still standing in the neighbourhood. These high-quality structures offer visitors and residents a glimpse of Toronto’s past.
The Annex is also very conveniently located. It sits just west of one of Toronto’s most luxurious residential areas (Yorkville) and north of a designer shopping district along Bloor Street West (playfully referred to as “Mink Mile.”)
Who Lives Here
For quite some time, many of the Annex’s mansions were split up into separate apartments as affluent residents moved to newer areas outside the city’s core. For this reason, you’ll find many young people in the area, including students who attend the nearby University of Toronto.
Today, mansions in the Annex are once again being purchased by higher-income individuals—and revamped to suit their lifestyles. Today, you’ll find a great mix of people and cultures, from those who ride bicycles to those who drive Lamborghinis.
What's Great About It?
The convenience of living in the Annex is hard to beat. While many of the neighbourhood’s tree-lined side streets are peaceful and quiet, every corner of the Annex is relatively close to a major intersection or main street. In other words, buzz-worthy boutiques, restaurants, cafes, and bars are never far away.
In particular, this vibrant neighbourhood is known for its eateries, which serve diverse tastes. One of the clear favourites is Kinka Izakaya, a local hotspot for top-notch Japanese cuisine.
When you’re looking to spend a fun afternoon out, consider hitting the shops (BMV Books is a must-visit for lovers of literature) or catching a truly unique film at Bloor Hot Docs. Those looking to stay active will want to visit Niles Nadal JCC, a local community centre featuring a pool, running track, and more.
Lastly, the Annex is much loved by architecture buffs. With so many beautiful streets to explore, you’ll never tire of the gorgeous heritage homes here.
Schools
When it comes to schools in the Annex, the most popular elementary options are Huron Street Junior Public School and Palmerston Junior Public School (both of which are located on their namesake streets).
The Annex is also home to the famed all-boys private school Royal St. George’s College, which welcomes students between Grades 3 to 12.
Homes for sale in The Annex
Looking for listings in The Annex for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.
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1301 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13201510
1301 287 Davenport Road Toronto M5R 1J9 
$10,499,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13201510
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to The Bedford on the quiet side of Yorkville. Designed for those who value ceremony, separation, and presence, this 3,679 sq. ft. two-storey penthouse introduces a rarely offered sense of arrival within a condo residence setting. The primary suite is approached through its own private foyer, with a walk-in closet and a refined ensuite typically reserved for custom homes.The remaining bedrooms are thoughtfully grouped yet discreet, connected by a shared guest lounge or study - buffering space for children, guests, or multigenerational living. Each bedroom includes its own ensuite and walk-in closet. A large laundry room is positioned for convenience without interrupting the flow of the suite.The upper level reveals a dramatic shift in scale: the ceiling opens to the level below, allowing light to travel freely through the home. This floor is devoted to social living, with a study, powder room, and a terrace designed to accommodate an outdoor kitchen, positioned to capture north, west, and south panoramic views. A second terrace on the lower level provides a more sheltered outdoor experience.The Studio Paolo Ferrari kitchen is seamlessly integrated into the upper living environment, with stone slab surfaces, soft-close cabinetry, and a six-piece Miele appliance package. Wide plank flooring and individually controlled HVAC throughout.The Bedford is an intimate collection of only 56 residences, currently under construction in Toronto's Yorkville-Annex. Haussmann-inspired architecture by Audax that embodies the streets of Paris, interiors by Studio Paolo Ferrari. More detailsListed by SAGE REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
401 321 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13444440
401 321 Davenport Road Toronto M5R 1K5
$8,875,990Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13444440
- Bedrooms:
- 3
- Bathrooms:
- 4
Perched above a quiet, tree-lined street, this exceptional residence at 321 Davenport is ideally located in the heart of TheAnnex, just a short walk to the shops, restaurants, and wellness destinations of Yorkville. Designed with modern elegance and cleanarchitectural lines, this boutique building offers a private and refined lifestyle residence. This spacious 3-bedroom + den, 3.5-bathroom suiteoffers approximately 3,809 sq. ft. of interior living space plus a 262 sq. ft. terrace. Floor-to-ceiling windows showcase beautiful south, east, andwest city views, while the large terrace overlooks the surrounding treetops and the downtown skyline. The suite features 10-foot ceilingsthroughout, a beautifully designed modern kitchen and bathrooms, and premium Miele appliances. The unit also includes one EV parkingspace, one standard parking space, and a private storage room. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
1501 206 Bloor Street W in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13081348
1501 206 Bloor Street W Toronto M5S 1T8
$8,495,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13081348
- Bedrooms:
- 3
- Bathrooms:
- 3
Museum House. Rarely available full-floor suite. Direct elevator to 4,276 sf. Soaring 11 ft coffered ceilings crowned with elaborate mouldings and floor-to-ceiling windows create an impressive sense of spaciousness, while the richly detailed living room fireplaces fashion an ambience of warmth and comfort. Superbly precision custom crafted details and impeccable use of the finest materials combine to fashion an unparalleled exclusive resplendent residence. Gallery perfect for showcasing artwork. Large terraces afford extraordinary north & south panoramic skyline vistas. A vibrant location in the heart of The Annex within walking distance to world-class restaurants of Yorkville and Hazelton Lanes, the designer boutiques of Bloor St. W & an amazing array of landmarks including the ROM, Royal Conservatory of Music, University of Toronto's Philosophers Walk, the natural beauty of Queens Park and the historic Ontario Legislative building. See detailed feature sheet attached for additional property information. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
46 Lowther Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13022438
46 Lowther Avenue Toronto M5R 1C6
$7,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13022438
- Bedrooms:
- 6
- Bathrooms:
- 6
Behind the classic facade of 46 Lowther Avenue lies over 6,000 sqft. of beautifully curated living space designed for modern family life in the heart of Yorkville. Every detail has been thoughtfully planned from the open-concept kitchen that anchors the home, to the spacious family room that opens onto a private, estate-like landscaped oasis. The elegant living and dining room offer sophisticated spaces for entertaining, while the home's generous proportions and timeless finishes create an atmosphere of understated luxury. The primary bedroom is a peaceful retreat with a 6-piece spa-inspired ensuite with fireplace and walk-in closet. Two additional bedrooms and a convenient laundry room complete the second floor. The third-floor loft adds flexibility with two more bedrooms, a full bathroom, and ample storage perfect for growing families or guests. The lower level is designed for both comfort and lifestyle, featuring a nanny/bedroom suite with ensuite, wine cellar, lounge, gym, sauna, and abundant storage. Outdoors, the professionally landscaped backyard invites relaxation with multiple decks and lush greenery - a true escape in the city. Situated perfectly on one of Toronto's most desired and admired tree-lined streets, steps from Yorkville's world class shopping, Michelin Starred dining, and top schools, this residence combines elegance, functionality, and the most coveted downtown address. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
38 Elgin Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13051156
38 Elgin Avenue Toronto M5R 1G6
$6,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13051156
- Bedrooms:
- 3
- Bathrooms:
- 5
Welcome to this truly exceptional, fully renovated residence located in one of Torontos most prestigious neighbourhoods. Just moments from the heart of Yorkville, this home offers the perfect blend of refined design, upscale finishes, and urban convenience.Completely transformed by a professional designer, the interior features a seamless open-concept layout filled with natural light and timeless elegance. The custom kitchen is a true showpiece, featuring high-end appliances, bespoke cabinetry, and a striking marble countertop island perfect for both everyday living and entertaining.Upstairs, youll find spacious bedrooms with custom closets and spa-inspired bathrooms featuring luxurious materials and premium fixtures. The primary suite offers a tranquil escape, complete with a walk-in closet and a beautifully appointed ensuite. Located just steps from Yorkvilles world-class shopping, fine dining, cultural destinations, and transit, this home delivers designer living in one of the citys most desirable locations. Fully Smart Home Control 4 More detailsListed by HOME STANDARDS BRICKSTONE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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406 287 Davenport Road in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13199712
406 287 Davenport Road Toronto M5R 1J9
$6,524,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13199712
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to The Bedford on the quiet side of Yorkville. This 2,890 sq. ft. three-bedroom plus den residence is an exercise in light and proportion, where a wall of south-facing windows captures panoramic views and sunlight throughout the day. A central gallery flows into connected living, dining, and lounge areas, each with a sense of intimacy and purpose. A balcony along the living area invites al fresco dining, while the den sits tucked off the main flow, perfect for work or reading.The primary suite occupies a corner with maximum light and views, complete with a walk-in closet and a Studio Paolo Ferrari ensuite featuring floating vanities, stone slab counters, and integrated storage. Two secondary bedrooms are placed to maximize privacy, each with its own ensuite. An additional walk-in storage space provides organization without interrupting the living flow.The Studio Paolo Ferrari kitchen sits as a subtle focal point, with stone slab counters and backsplash, soft-close cabinetry, and a six-piece Miele appliance package. A dedicated laundry room and individually controlled HVAC complete the residence.The Bedford is an intimate collection of only 56 residences, currently under construction in Toronto's Yorkville-Annex. Haussmann-inspired architecture by Audax that embodies the streets of Paris, interiors by Studio Paolo Ferrari. More detailsListed by SAGE REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
140 Bedford Road in Toronto: Annex House for sale (Toronto C02) : MLS®# C13047138
140 Bedford Road Toronto M5R 2K2
$6,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13047138
- Bedrooms:
- 4
- Bathrooms:
- 5
A rare, turn-of-the-century Victorian, reimagined for modern luxury in the heart of Annex/Yorkville corridor. Set on one of the area's most coveted streets, this one-of-a-kind detached residence seamless blends timeless old-world charm with elevated contemporary design. Completely rebuilt to the studs with exceptional craftsmanship, this 4+1 bedroom, 5 bathroom home spans over 4,500 sq.ft across three impressive levels. Soaring 10.5 ft ceilings, solid oak and stone floors and curated architectural detailing, create a sense of refined elegance. Gracious principal rooms are designed for both intimate living and sophisticated entertaining, anchored by a stunning marble wood-burning fireplace, one of four fireplaces featured. A custom chef's kitchen serves as the heart of the home, complete with a centre island, Wolf & Subzero appliances, and seamless flow into a formal 10-seat dining room. Just beyond, a private backyard oasis, ideal for hosting or unwinding in style. Natural light pours through expansive windows, enhancing the home's warm, inviting ambiance. The grand staircase leads to the second floor family/media room w/fireplace overlooking the tree-lined street and up to the third level, offering three spacious bedrooms, w/2 full baths. The primary suite is a private retreat, featuring its own fireplace, walk-in closet, secondary laundry & spa-inspired 6 piece ensuite with oversized tub, steam room, and separate shower. Lower level showcases Italian tile, exposed brick, wine room and a generous recreation space with walkout access to a beautifully landscaped backyard complete with in-ground pool & jacuzzi. Set on a 39 x 111 ft lot, the home also offers exceptional curb appeal, heated interlocking drive w/parking for 3 vehicles. Steps to Yorkville's premier shopping and dining, top-tier schools, parks, TTC, and the downtown core, this residence delivers a rare combination of heritage character, modern conformd, and prestigious location - elevated urban living. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
Garden Home 1 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13562226
Garden Home 1 10 Prince Arthur Avenue Toronto M5R 1A9
$6,249,500Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13562226
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to Garden Home 1 at 10 Prince Arthur, an exceptional ground level residence offering the ease of bungalow style living within one of Yorkville's most prestigious boutique condominium communities. Designed by Richard Wengle and built by North Drive, this exclusive building is home to just 25 residences, combining timeless architecture with uncompromising luxury. This expansive 2,546 square foot, three bedroom residence features an elegant single level layout with soaring 11 foot ceilings, a beautifully appointed Cameo chef's kitchen complete with Wolf and Sub Zero appliances, a spacious family room, gas fireplace, and custom finishes throughout. The private primary retreat offers a generous walk in closet and a luxurious ensuite, while abundant storage adds everyday practicality. A true highlight is the spectacular 1,426 square foot private landscaped terrace and garden, an exceptionally rare outdoor sanctuary that creates a seamless extension of the living space and offers the perfect setting for entertaining or quiet relaxation. Included are two underground parking spaces, each equipped with EV charging capability, along with a private storage locker. Residents enjoy white glove amenities including 24 hour concierge, valet parking, a private fitness studio, and an elegant resident lounge. Ideally situated on one of Toronto's most distinguished streets, just moments from Yorkville, Bloor Street, the University of Toronto, and the ROM, Garden Home 1 presents a rare opportunity to enjoy sophisticated, low maintenance living in an address defined by exceptional design, privacy, and enduring quality. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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173-175 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13458602
173-175 Madison Avenue Toronto M5R 2S6
$5,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13458602
- Bedrooms:
- 14
- Bathrooms:
- 15
Rare Investment Opportunity in the Annex - Two semi-detached homes offered together and thoughtfully converted into a substantial 3.5-storey, 7-unit multiplex. The property comprises one spacious 3-bedroom, 3-bathroom suite and six well-appointed 2-bedroom, 2-bathroom suites, each featuring ensuite laundry. Hydro and gas are separately metered, providing operational efficiency and convenience. Featuring tall ceilings and exceptional scale, the combined buildings form one of the largest residential structures in the Annex. Situated at the end of a laneway, the property offers the rare advantage of 7 on-site parking spaces. Stable rental income, presenting an attractive opportunity for investors. Alternatively, its remarkable size and configuration offer future potential for conversion into an extraordinary single-family residence. As a designated heritage property, ownership may be eligible for reduced property taxes and municipal financial assistance programs that support the preservation and maintenance of the building's exterior. More detailsListed by RIGHT AT HOME REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
404 10 Prince Arthur Avenue in Toronto: Annex Condo Apartment for sale (Toronto C02) : MLS®# C13562214
404 10 Prince Arthur Avenue Toronto M5R 1A9
$5,249,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13562214
- Bedrooms:
- 3
- Bathrooms:
- 3
Experience elevated living at 10 Prince Arthur, North Drive's landmark boutique residence where timeless architecture, exceptional craftsmanship, and an unrivalled Yorkville location come together. Home to just 25 exclusive suites, this newly completed building offers an intimate lifestyle defined by luxury, privacy, and impeccable design. This beautifully appointed south facing residence is filled with natural light and offers an expansive layout designed for both everyday living and effortless entertaining. At its centre is a custom Cameo kitchen featuring premium Wolf and Sub Zero appliances, abundant cabinetry, and elegant stone surfaces. The open concept living and dining areas are complemented by 10 foot ceilings, Juliette balconies, and a spacious covered terrace complete with gas and water connections for seamless indoor and outdoor enjoyment. A separate den with glass partition doors provides the flexibility for a home office, library, or additional sitting area. The private primary retreat features its own balcony, a generous walk in closet, and a spa inspired ensuite with double vanities, a deep soaker tub, and an oversized glass shower. The second bedroom is equally impressive with its own ensuite and excellent closet space. Included are two underground parking spaces, each equipped with EV charging capability, along with a private storage locker. Residents enjoy a full collection of luxury amenities including 24 hour concierge, valet parking, a private fitness studio, and an elegant resident lounge with catering kitchen. Perfectly positioned on one of the city's most distinguished residential streets, just moments from Yorkville, Bloor Street, and Toronto's finest dining, shopping, and cultural institutions, this is a rare opportunity to own within one of the city's most thoughtfully conceived boutique communities, where enduring quality and sophisticated design create a truly exceptional place to call home. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13125522
27 Boswell Avenue Toronto M5R 1M5
$4,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13125522
- Bedrooms:
- 3
- Bathrooms:
- 4
Breathtaking, fully renovated 3-bedroom, 4-bathroom showstopper on one of the best blocks in Yorkville/East Annex. Featuring garage parking and a private drive accommodating up to 3 vehicles, exceptionally rare for the neighbourhood, this property has been taken back to the studs with nothing left untouched in this contemporary renovation, which beautifully blends modern style and timeless elegance. Walk into your architecturally designed front entryway with heated floors and into a gorgeously open concept main floor plan that includes a jaw-dropping chef's kitchen with high-end appliances, including an 8-burner LaCanche gas stove, oversized island with seating, an elegant dining room and a sunken living room with a gas fireplace overlooking the south-facing rear upper terrace, gardens and lower patio. Upstairs, you'll enjoy a true primary retreat complete with a large walk-in closet and spa-inspired ensuite bath with a gorgeous, glass-enclosed steam shower with bench seating, Toto toilet, double vanity and heated floors. Two additional upstairs bedrooms are both exceptionally well-proportioned and include an additional 3-piece bath. The at-grade lower level of the property is not to be missed and offers exceptionally designed additional living space, including an enormous recreation space with another wood-burning fireplace and a fully retractable door system that opens up to the rear gardens, a built-in wet bar, a full bath, and plenty of built-in storage, including the laundry/utility room. This home is truly one to behold, with countless upgrades throughout, including white oak herringbone hardwood floors throughout and laminated security glass film at all entry points. Enjoy everything this wonderful neighbourhood has to offer with every amenity imaginable at your doorstep, including some of Toronto's finest shopping, restaurants and entertainment, plus easy access to transit and major thoroughfares. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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77 Kendal Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C13148890
77 Kendal Avenue Toronto M5R 1L8
$4,658,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13148890
- Bedrooms:
- 4
- Bathrooms:
- 5
Nestled on one of Toronto's most coveted tree-lined streets, this exceptional contemporary brownstone at 77 Kendal Avenue is a masterfully designed three-storey home where timeless architecture meets refined modern luxury. Showcasing sophisticated interiors by Montana Burnett, this magnificent home offers an open, airy layout enhanced by soaring ceilings, expansive living spaces, and impeccable attention to detail throughout. Designed for both elegant entertaining and comfortable family living, the residence features four generously sized bedrooms and six beautifully appointed bathrooms. Every element has been thoughtfully curated to create a classic yet contemporary aesthetic, blending enduring finishes with a warm and inviting atmosphere. Gorgeous Hardwood, Luxurious millwork wall treatments, Top of the line appliances are just some of finishing touches at this spectacular modern oasis. This remarkable home is just steps to Bloor Street's renowned shops and restaurants, top-rated schools, parks, and convenient transit. A rare opportunity to own a truly distinguished residence in one of Toronto's most sought-after neighbourhoods. More detailsListed by FOREST HILL REAL ESTATE INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
Data was last updated August 18, 2026 at 06:15 AM (UTC)
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